Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester
• CAS No.: 182176-32-5
• Molecular Formula: C₂₇H₃₁N₃O₅
• Molecular Weight: 477.56
• Mol file: 182176-32-5.mol

Synonyms:Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester

Chemical Property of Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester

There total 4 articles about Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

(S)-N-Cyclohexyl-2-((S)-6,8-dioxo-2-phenyl-3-oxa-1,7-diaza-spiro[4.4]non-1-en-7-yl)-3-phenyl-propionamide (182268-05-9) → Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester (182176-32-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 3h; Ambient temperature;

DOI:10.1002/hlca.19960790508

Reference yield:

L-phenylalanine cyclohexylamide (17186-53-7,92698-80-1) → Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester (182176-32-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 43 percent / Et(i-Pr)2N / various solvent(s) / 32 h / 80 °C / in NMP

2: 1.) CF₃COOH 2.) SOCl₂ / 1.) CH₂Cl₂, r.t., 5 h 2.) CH₂Cl₂, r.t., 15 h

3: 87 percent / 2 N HCl / dioxane / 3 h / Ambient temperature

With hydrogenchloride; thionyl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane;

DOI:10.1002/hlca.19960790508

Reference yield:

(4-Iodomethyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acetic acid tert-butyl ester → Benzoic acid (S)-3-amino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester (182176-32-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 43 percent / Et(i-Pr)2N / various solvent(s) / 32 h / 80 °C / in NMP

2: 1.) CF₃COOH 2.) SOCl₂ / 1.) CH₂Cl₂, r.t., 5 h 2.) CH₂Cl₂, r.t., 15 h

3: 87 percent / 2 N HCl / dioxane / 3 h / Ambient temperature

With hydrogenchloride; thionyl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane;

DOI:10.1002/hlca.19960790508

upstream raw materials:

(S)-N-Cyclohexyl-2-((S)-6,8-dioxo-2-phenyl-3-oxa-1,7-diaza-spiro[4.4]non-1-en-7-yl)-3-phenyl-propionamide

L-phenylalanine cyclohexylamide

[(S)-4-((S)-1-Cyclohexylcarbamoyl-2-phenyl-ethylcarbamoyl)-2-phenyl-4,5-dihydro-oxazol-4-yl]-acetic acid tert-butyl ester

Downstream raw materials:

Benzoic acid (S)-3-((S)-2-tert-butoxycarbonylamino-propionylamino)-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester

Benzoic acid (S)-3-benzoylamino-1-((S)-1-cyclohexylcarbamoyl-2-phenyl-ethyl)-2,5-dioxo-pyrrolidin-3-ylmethyl ester